A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Search Hotels with Swimming Pool in Castiglion Fiorentino

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Check availability on Castiglion Fiorentino Hotels with Swimming Pool

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Castiglion Fiorentino hotels with a pool

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A modern library with leather sofas, bookshelves, and a large window.
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

1. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.
₹9,982
₹11,404 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Park
A person in a swimming pool with a view of trees and mountains through a window.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.

2. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.
₹33,419
₹37,185 total
includes taxes & fees
22 Nov - 23 Nov
Il Falconiere - Relais e Chateaux
A pool area with lounge chairs, a hot tub, and a view of mountains.
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A spacious room with a large window, a view of a landscape painting, and a desk with a vase of flowers.

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
  • Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.
₹25,480
₹28,452 total
includes taxes & fees
1 Nov - 2 Nov
Monastero di Cortona Hotel & Spa
A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

4. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.
₹9,366
₹10,939 total
includes taxes & fees
2 Nov - 3 Nov
La Cantina Relais - Fattoria Il Cipresso
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.
A restaurant interior with tables set for dining, a kitchen area, and a wine display.

5. Hotel Le Capanne

Hotel Le Capanne
Arezzo
  • Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.
₹10,010
₹11,647 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Le Capanne
Pool
Breakfast buffet
Exterior
Outdoor spa tub

6. iConic Wellness Resort

iConic Wellness Resort
Arezzo
₹7,031
₹8,371 total
includes taxes & fees
16 Nov - 17 Nov
iConic Wellness Resort
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A person in a white robe standing by a window with a view of mountains.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.
A couple dining at a table with a scenic view of mountains and a lake.

7. Locanda agli Amici

Locanda agli Amici
Cortona
  • Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.
₹9,231
₹11,003 total
includes taxes & fees
23 Oct - 24 Oct
Locanda agli Amici
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A buffet with various food items, a vase of flowers, and a mirror reflecting the room.
An outdoor dining area with tables set for a meal, surrounded by greenery and trees.
A large estate with a swimming pool, surrounded by lush greenery and hills.

8. Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World
Cortona
  • Tuscan escape with poolside lounging beneath cypress trees and vineyard views.
₹64,495
₹71,793 total
includes taxes & fees
23 Oct - 24 Oct
Villa di Piazzano - Small Luxury Hotel of the World
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A round table set for dining with candles, wine glasses, and a bottle of wine. A stone wall and wooden furniture are in the background.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
A bathroom with a stone wall, a large bathtub, and a glass-enclosed shower area.

9. Cortona Resort Spa

Cortona Resort Spa
Cortona
  • Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.
₹15,132
₹16,805 total
includes taxes & fees
15 Nov - 16 Nov
Cortona Resort Spa
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A long banquet table with gold candelabras, white flowers, and gold tableware.
A historic stone building with arched doorways and a courtyard at twilight.
A spacious bathroom with a large wooden bathtub, a freestanding mirror, and a glass-enclosed shower.

10. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
  • Luxurious Tuscan retreat offers poolside bliss with mountain views and spa treatments.
₹30,510
₹33,985 total
includes taxes & fees
18 Nov - 19 Nov
Relais La Corte dei Papi
View all properties

Choose what matters most at hotels with a pool in Castiglion Fiorentino

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Castiglion Fiorentino Hotel Reviews

Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive."
Ramon 4-night trip
Posted 15 hours ago
Hotel San Gregorio
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."
Maribel 2-night trip
Posted 20 hours ago
Relais Villa Grazianella - UNA Esperienze
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."
Doralba 2-night trip
Posted 4 days ago
Hotel Villa Ricci
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."
Martin 4-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

8/10 Good
"Ok."
Yuanjun 1-night trip
Posted 13 days ago
Hotel Panoramic Montepulciano

Frequently asked questions

What's it like visiting Castiglion Fiorentino?
If lounging next to a pool is your idea of the perfect getaway, you might want to think about historic Castiglion Fiorentino, which has 11 places to stay with pools. While you're here, you can explore sights such as Val di Chiana and Tennis Club Castiglionese, and then kick back and relax poolside at one of the accommodation options in Castiglion Fiorentino that guests like for their pools.
What are some accommodation options with pools in Castiglion Fiorentino?
Villa di Piazzano - Small Luxury Hotel of the World: Features a snack bar/deli, an outdoor pool and free self parking. Nuovo Etruria Resort: Offers televisions, a seasonal outdoor pool and complimentary bottled water. Precise Tale Poggio Alla Sala: Provides a seasonal outdoor pool, an indoor pool and a full-service spa. Hotel Continentale: Offers a full-service spa, an indoor pool and a sauna. Monastero di Cortona Hotel & Spa: Features sunloungers, an infinity pool and complimentary wireless Internet access.
How many pool hotels will I find in Castiglion Fiorentino?
Expedia has 11 hotels in Castiglion Fiorentino for your poolside break.
What is there to see and do in Castiglion Fiorentino?
Surround yourself with nature at Val di Chiana. During your stay, visit sights such as Tennis Club Castiglionese, Vasari Loggia and Archaeological Museum.
When is the best time to book a hotel with a pool in Castiglion Fiorentino?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Castiglion Fiorentino in the hottest months of August, July or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 6°C.
What's the best way to travel around Castiglion Fiorentino?
Knowing the transportation options in and around Castiglion Fiorentino can help you enjoy the area beyond your hotel pool. If you want to venture outside the area, hop on a train at Castiglion Fiorentino Station. Castiglion Fiorentino may not have many public transport options to choose from, so consider a car rental to maximise your time.

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